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Hotels in Middlesboro

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Choose from 319 Middlesboro Hotel Deals

Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
  • 7 min walk from Middlesboro Mall
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (735 reviews)
"Weekend stay for nearby music festival. Staff friendly & room clean & roomy."

Reviewed on Jun 17, 2025

Sleep Inn & Suites
Holiday Inn Express Middlesboro by IHG
Holiday Inn Express Middlesboro by IHG
2.5 out of 5
1252 N 12th St, Middlesboro, KY
  • 4 min walk from Middlesboro Mall
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (654 reviews)
"We had no issues staying at this property."

Reviewed on Jun 13, 2025

Holiday Inn Express Middlesboro by IHG
Econo Lodge Middlesboro
Econo Lodge Middlesboro
2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
  • 16 min walk from Middlesboro Mall
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7/10 Good! (397 reviews)
"It’s really clean, even the outside area where the pool is at. Everyone is so nice the front desk night lady is so sweet and helpful."

Reviewed on Jun 23, 2025

Econo Lodge Middlesboro
Boone Trail Inn
Boone Trail Inn
2 out of 5
2105 US HIGHWAY 25 E, Middlesboro, KY
  • 18 min walk from Middlesboro Mall
Stay at this motel in Middlesboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (93 reviews)
"Nicely recently renovated room."

Reviewed on Jun 13, 2025

Boone Trail Inn
Suburban Studios Middlesboro
Suburban Studios Middlesboro
2 out of 5
1623 Cumberland Avenue Building B, Middlesboro, KY
  • 17 min walk from Middlesboro Mall
Stay at this hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bell County Historical Society Museum and Middlesboro ...
7.8/10 Good! (51 reviews)
"Ideal spot for music festival!"

Reviewed on Jun 16, 2025

Suburban Studios Middlesboro
Days Inn by Wyndham Jellico - Tennessee State Line
Days Inn by Wyndham Jellico - Tennessee State Line
2 out of 5
1417 5th Street, Jellico, TN
  • 32 min drive from Middlesboro Mall
Book a stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (959 reviews)
"The lawn needed to be mowed, more chairs at the pool, trash in the grassy areas, ants in the room next to ours. Staff was very friendly."

Reviewed on May 25, 2025

Days Inn by Wyndham Jellico - Tennessee State Line
Holiday Inn Express Williamsburg by IHG
Holiday Inn Express Williamsburg by IHG
2.5 out of 5
56 West Highway 92, Williamsburg, KY
  • 43 min drive from Middlesboro Mall
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (971 reviews)
Great breakfast
"Clean room. Comfortable bed. Great breakfast. Couldn’t adjust the A/C. Set at 70. I about froze."

Reviewed on Jun 20, 2025

Holiday Inn Express Williamsburg by IHG
Pine Mountain State Resort Park
Pine Mountain State Resort Park
3 out of 5
1050 State Park Road, Pineville, KY
  • 22 min drive from Middlesboro Mall
Stay at this 3-star golf hotel in Pineville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (568 reviews)
"Love this park. Every time I want to come to Kentucky I want to go there. Have a wonderful pool. The staff is always friendly. We have never had any problems. We have stayed here a couple of times"

Reviewed on Jun 22, 2025

Pine Mountain State Resort Park
The Olde Mill Inn Bed & Breakfast
The Olde Mill Inn Bed & Breakfast
2.5 out of 5
603 Pennlyn Avenue, Cumberland Gap, TN
  • 4 min drive from Middlesboro Mall
Stay at this B&B in Cumberland Gap. Enjoy free breakfast, free parking, and conference space. Our guests praise the breakfast in our reviews. Popular attractions ...
9.6/10 Exceptional! (160 reviews)
"Amazing!!!! The room was gorgeous and very clean. Much love and care has obviously been put into this B&B. Breakfast was wonderful. Staff was thoughtful and friendly. Their attention to detail is unmatched! We will definitely be back!!!"

Reviewed on Jun 20, 2025

The Olde Mill Inn Bed & Breakfast
Rodeway Inn
Rodeway Inn
2 out of 5
355 Skidmore Drive, Harlan, KY
  • 48 min drive from Middlesboro Mall
Stay at this motel in Harlan. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
5.6/10 (209 reviews)
Good stay
"Good experience. Very staff was friendly"

Reviewed on Jan 2, 2025

Rodeway Inn
Quality Inn
Quality Inn
2.5 out of 5
2608 South Highway 421, Harlan, KY
  • 49 min drive from Middlesboro Mall
Book a stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (301 reviews)
Love
"I love this motel so clean !!!!"

Reviewed on Jun 14, 2025

Quality Inn
Imperial Inn by OYO Tazwell
Imperial Inn by OYO Tazwell
2.5 out of 5
2196 US-25E, Tazewell, TN
  • 27 min drive from Middlesboro Mall
Stay at this hotel in Tazewell. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions New Tazewell Roadside Park and C.W. Gose Municipal ...
9.6/10 Exceptional! (17 reviews)
"Room was clean and at an affordable rate. There was no coffee maker in the room which i would have liked."

Reviewed on Jun 24, 2025

Imperial Inn by OYO Tazwell
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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